Grand Cayman Island (GCM) to Chicago (ORD) flights
An economy award from Grand Cayman Island (GCM) to Chicago (ORD) starts at 8,000 miles one way with American AAdvantage on American Airlines, plus taxes and fees from $33.59. 2 airlines fly nonstop from Grand Cayman Island (GCM) to Chicago (ORD): American Airlines and United Airlines. The two airports are 1,614 miles (2,597 km) apart. American Airlines is in oneworld and United Airlines is in Star Alliance. There are also 23 ways to fly it with one stop, through Atlanta, Tampa and Orlando and more.
How many miles GCM to ORD costs
Economy, one way, on the nonstop flights, from the Award Flight Pricer's award charts. Ranges run off-peak to peak; "from" is the floor of a dynamic price.
| Program | Economy | Taxes and fees |
|---|---|---|
| American AAdvantageOn American Airlines | 8,000 | $33.59–89.79 |
| Iberia ClubOn American Airlines | 11,000 | $33.59–89.79 |
| Alaska Atmos RewardsOn American Airlines | 12,500 | $53.59–109.79 |
| Qatar Airways Privilege ClubOn American Airlines | 14,500 | $33.59–89.79 |
| Cathay Pacific Asia MilesOn American Airlines | 15,000 | $56.99–113.19 |
| Finnair PlusOn American Airlines | 15,000 | $33.59–89.79 |
| JAL Mileage BankOn American Airlines | 15,000 | $33.59–89.79 |
| Avianca LifeMilesOn United Airlines | 17,500 | $58.59–114.79 |
| Thai Royal Orchid PlusOn United Airlines | 17,500 | $33.59–89.79 |
| British Airways ClubOn American Airlines | 18,000 | $33.59–89.79 |
| Emirates SkywardsOn United Airlines | 18,000 | $33.59–439.79 |
| Singapore Airlines KrisFlyerOn United Airlines | 20,500 | $33.59–89.79 |
Business and first class prices, and 5 more programs, are in the Award Flight Pricer. Chart prices need award space on your date, so search it before you transfer points.
Compare every program in the Award Flight PricerAirlines flying nonstop from GCM to ORD
- American Airlinesoneworld · bookable with 9 programsWho books it
- United AirlinesStar Alliance · bookable with 13 programsWho books it
Book GCM to ORD with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Air Canada AeroplanBooks United Airlines
- Air New Zealand AirpointsBooks United Airlines
- Alaska Atmos RewardsBooks American Airlines
- American AAdvantageBooks American Airlines
- ANA Mileage ClubBooks United Airlines
- Avianca LifeMilesBooks United Airlines
- British Airways ClubBooks American Airlines
- Cathay Pacific Asia MilesBooks American Airlines
- Emirates SkywardsBooks United Airlines
- EVA Air Infinity MileageLandsBooks United Airlines
- Finnair PlusBooks American Airlines
- Iberia ClubBooks American Airlines
- JAL Mileage BankBooks American Airlines
- JetBlue TrueBlueBooks United Airlines
- Lufthansa Miles & MoreBooks United Airlines
- Qantas Frequent FlyerBooks American Airlines
- Qatar Airways Privilege ClubBooks American Airlines
- Singapore Airlines KrisFlyerBooks United Airlines
- TAP Miles&GoBooks United Airlines
- Thai Royal Orchid PlusBooks United Airlines
- Turkish Airlines Miles&SmilesBooks United Airlines
- United MileagePlusBooks United Airlines
GCM to ORD with one stop
23 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Atlanta (ATL)Delta Air Lines the whole way
+1 - Via Tampa (TPA)Cayman Airways, then American Airlines, Frontier Airlines and 1 more
- Via Orlando (MCO)Southwest Airlines, then American Airlines, Frontier Airlines and 1 more
- Via Miami (MIA)American Airlines the whole way
- Via Charlotte (CLT)American Airlines the whole way
- Via Nassau (NAS)British Airways, then United Airlines and American Airlines
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Montego Bay (MBJ)Cayman Airways, then American Airlines and United Airlines
- Via Dulles (IAD)United Airlines the whole way
- Via Baltimore (BWI)Southwest Airlines, then American Airlines, United Airlines and 1 more
- Via Houston (IAH)United Airlines the whole way
- Via Toronto (YYZ)Air Canada the whole way
- Via Philadelphia (PHL)American Airlines the whole way
- Via Dallas (DFW)American Airlines the whole way
- Via Minneapolis (MSP)Delta Air Lines and Sun Country Airlines the whole way
+1
GCM to ORD: common questions
How many miles does GCM to ORD cost?
In economy it starts at 8,000 miles one way with American AAdvantage on American Airlines, plus taxes and fees from $33.59. Next cheapest: Iberia Club (11,000), Alaska Atmos Rewards (12,500) and Qatar Airways Privilege Club (14,500). These are award chart prices from the Award Flight Pricer. Programs that price dynamically can cost more on busy dates, so check yours before you transfer points. Business and first class prices are in the pricer too.
Which airlines fly nonstop from GCM to ORD?
American Airlines (oneworld) and United Airlines (Star Alliance) fly nonstop from Grand Cayman Island (GCM) to Chicago (ORD).
How far is Grand Cayman Island from Chicago by plane?
Grand Cayman Island (GCM) and Chicago (ORD) are 1,614 miles (2,597 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book GCM to ORD award flights?
22 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, Alaska Atmos Rewards, American AAdvantage, ANA Mileage Club, Avianca LifeMiles, British Airways Club, Cathay Pacific Asia Miles and 14 more. Which flights each can book depends on its partners, so check the airline before you transfer points.
Where can I connect between Grand Cayman Island and Chicago?
The most direct connections are through Atlanta (ATL), Tampa (TPA), Orlando (MCO), Miami (MIA) and Charlotte (CLT). On 13 of them the same airline flies both flights, for example Delta Air Lines through Atlanta.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.